U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C4H9N3O2
Molecular Weight 131.1332
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CREATINE

SMILES

CN(CC(O)=O)C(N)=N

InChI

InChIKey=CVSVTCORWBXHQV-UHFFFAOYSA-N
InChI=1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)

HIDE SMILES / InChI

Molecular Formula C4H9N3O2
Molecular Weight 131.1332
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Creatine is an amino acid that occurs in vertebrate tissues and in urine. It is synthesized mainly in the liver from three different amino acids: arginine, glycine, and methionine. In skeletal muscles, which store 95% of it, creatine generally occurs as phosphocreatine. The rest is stored in the brain, heart, and testes. Creatine functions as part of the cell's energy shuttle. It is excreted as creatinine in the urine.

Approval Year

PubMed

PubMed

TitleDatePubMed
Evolution and physiological roles of phosphagen systems.
2001
Decreased anterior cingulate myo-inositol/creatine spectroscopy resonance with lithium treatment in children with bipolar disorder.
2001 Apr
Neuroprotective effects of MK-801 on L-2-chloropropionic acid-induced neurotoxicity.
2001 Feb
Phosphorylation-dependent alteration in myofilament ca2+ sensitivity but normal mitochondrial function in septic heart.
2001 Feb
Parkinsonism and neck extensor myopathy: a new syndrome or coincidental findings?
2001 Feb
Thrombectomy with the X-SIZER catheter system in the coronary circulation: initial results from a multi-center study.
2001 Feb
Plasma levels of matrix metalloproteinase-9 and tissue inhibitor of metalloproteinase-1 are increased in the coronary circulation in patients with acute coronary syndrome.
2001 Feb
A controlled trial of topical nitroglycerin in a New Zealand white rabbit model of brown recluse spider envenomation.
2001 Feb
The three-dimensional structure of cytosolic bovine retinal creatine kinase.
2001 Feb
Tubular cell senescence and expression of TGF-beta1 and p21(WAF1/CIP1) in tubulointerstitial fibrosis of aging rats.
2001 Feb
Protection against cellular damage in the rat heart by iodoacetate.
2001 Feb
Release of muscle proteins after downhill running in male and female subjects.
2001 Feb
Serum concentrations of collagen degrading enzymes and their inhibitors after downhill running.
2001 Feb
Uremic concentrations of guanidino compounds inhibit neutrophil superoxide production.
2001 Feb
Altered activities of rat brain metabolic enzymes caused by pentylenetetrazol kindling and pentylenetetrazol--induced seizures.
2001 Feb
Reproducibility of hippocampal single-Voxel proton MR spectroscopy and chemical shift imaging.
2001 Feb
Inhibition of p38 MAPK alpha/beta reduces ischemic injury and does not block protective effects of preconditioning.
2001 Feb
Benefits of micronised Fenofibrate in type 2 diabetes mellitus subjects with good glycemic control.
2001 Feb 1
Use of Doppler ultrasonography to predict the outcome of therapy for renal-artery stenosis.
2001 Feb 8
Deterioration in renal function associated with fibrate therapy.
2001 Jan
Rhabdomyolysis secondary to a drug interaction between simvastatin and clarithromycin.
2001 Jan
Exercise training increases creatine kinase capacity in canine myocardium.
2001 Jan
Creatine supplementation affects muscle creatine during energy restriction.
2001 Jan
Treatment of exercise-induced muscle injury via hyperbaric oxygen therapy.
2001 Jan
Effect of elbow joint angle on the magnitude of muscle damage to the elbow flexors.
2001 Jan
Oxygen free radical generation in healthy blood donors and cardiac patients: the protective effect of allopurinol.
2001 Jan
Leukocyte filtration in the early reperfusion phase on cardiopulmonary bypass reduces myocardial injury.
2001 Jan
Evidence of axonal damage in the early stages of multiple sclerosis and its relevance to disability.
2001 Jan
Clinical, electrocardiographic, and biochemical data for immediate risk stratification in acute coronary syndromes.
2001 Jan
Improving diagnostic yield in brain biopsy: coupling spectroscopic targeting with real-time needle placement.
2001 Jan
Plasma lipids and urinary albumin excretion rate in Type 1 diabetes mellitus: the EURODIAB IDDM Complications Study.
2001 Jan
Systemic effects of hyperthermic isolated lower limb perfusion with carboplatin and interferon-beta.
2001 Jan
Evaluation of the dystrophin-glycoprotein complex, alpha-actinin, dysferlin and calpain 3 in an autosomal recessive muscular dystrophy in Labrador retrievers.
2001 Jan
Mild phenotype of nemaline myopathy with sleep hypoventilation due to a mutation in the skeletal muscle alpha-actin (ACTA1) gene.
2001 Jan
Alterations in myocardial creatinine kinase (CK) and lactate dehydrogenase (LDH) isoenzyme-distribution in a model of left ventricular dysfunction.
2001 Jan
Pretreatment of human myocardium with adenosine.
2001 Jan
Validation of NACB and IFCC guidelines for the use of cardiac markers for early diagnosis and risk assessment in patients with acute coronary syndromes.
2001 Jan
Myoglobin and creatine kinase isoenzyme MB mass assays: intermethod behaviour of patient sera and commercially available control materials.
2001 Jan
Recovery of muscles of old rats after hindlimb immobilisation by external fixation is impaired compared with those of young rats.
2001 Jan
Muscle-specific promoters may be necessary for adeno-associated virus-mediated gene transfer in the treatment of muscular dystrophies.
2001 Jan 20
Endogenous synthesis and transport of creatine in the rat brain: an in situ hybridization study.
2001 Jan 31
Myotoxicity studies of injectable biodegradable in-situ forming drug delivery systems.
2001 Jan 5
Visualisation of presence, location, and transmural extent of healed Q-wave and non-Q-wave myocardial infarction.
2001 Jan 6
Use of ergogenic aids by athletes.
2001 Jan-Feb
Dysarthria as the leading symptom of hypothyroidism.
2001 Jan-Feb
Assessment of coronary reperfusion in patients with myocardial infarction using fatty acid binding protein concentrations in plasma.
2001 Mar
IGF-I differentially regulates Bcl-xL and Bax and confers myocardial protection in the rat heart.
2001 Mar
An (1)H-MRS evaluation of the phosphocreatine/creatine pool (tCr) in human muscle.
2001 Mar
Mechanical load increases muscle IGF-I and androgen receptor mRNA concentrations in humans.
2001 Mar
Creatine transporter protein content, localization, and gene expression in rat skeletal muscle.
2001 Mar
Patents
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:32:35 UTC 2023
Edited
by admin
on Wed Jul 05 22:32:35 UTC 2023
Record UNII
MU72812GK0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CREATINE
HSDB   II   INCI   MI   VANDF   WHO-DD  
INCI  
Official Name English
COSMOCAIR C 100
Common Name English
CREATINE [VANDF]
Common Name English
(N-(AMIDINO)-N-METHYLAMINO)ACETIC ACID
Systematic Name English
NSC-8752
Code English
CREATINE [USP-RS]
Common Name English
(.ALPHA.-METHYLGUANIDO)ACETIC ACID
Common Name English
GLYCINE, N-(AMINOIMINOMETHYL)-N-METHYL-
Systematic Name English
Creatine [WHO-DD]
Common Name English
NEOTINE
Common Name English
CREATINE [MI]
Common Name English
CREATINE [HSDB]
Common Name English
KREATINUM
Common Name English
CREATINE [II]
Common Name English
N-AMIDINOSARCOSINE
Systematic Name English
N-(AMINOIMINOMETHYL)-N-METHYLGLYCINE
Systematic Name English
CREATINE [INCI]
Common Name English
N-METHYL-N-GUANYLGLYCINE
Systematic Name English
METHYLGLYCOCYAMINE
Systematic Name English
Classification Tree Code System Code
LOINC 53074-1
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 15046-6
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 33797-2
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 15045-8
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 16687-6
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
FDA ORPHAN DRUG 210005
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 49097-9
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 2148-5
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
CFR 21 CFR 862.1210
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 2150-1
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 13484-1
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 15047-4
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
NCI_THESAURUS C73539
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
DSLD 397 (Number of products:1912)
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 44418-2
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 56645-5
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 3123-7
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 34274-1
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
FDA ORPHAN DRUG 152701
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 53055-0
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 34275-8
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
LOINC 2149-3
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
Code System Code Type Description
CHEBI
57947
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
FDA UNII
MU72812GK0
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
CHEBI
16919
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
MERCK INDEX
M3826
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C37937
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
SMS_ID
100000079856
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
CAS
57-00-1
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
RXCUI
2907
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY RxNorm
DAILYMED
MU72812GK0
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
MESH
D003401
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
WIKIPEDIA
CREATINE
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
EPA CompTox
DTXSID1040451
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
PUBCHEM
586
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
DRUG BANK
DB00148
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
NSC
8752
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
RS_ITEM_NUM
1150320
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-306-6
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
HSDB
7336
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
DRUG CENTRAL
4661
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
EVMPD
SUB13486MIG
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
LACTMED
Creatine
Created by admin on Wed Jul 05 22:32:35 UTC 2023 , Edited by admin on Wed Jul 05 22:32:35 UTC 2023
PRIMARY
Related Record Type Details
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SALT/SOLVATE -> PARENT
SOLVATE->ANHYDROUS
METABOLIC ENZYME -> SUBSTRATE
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SALT/SOLVATE -> PARENT
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